20 Cooley Avenue, Middletown, CT 06457
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FOR SALE
NEW
OPEN SAT, 1-3PM

20 Cooley Avenue
Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,728 sqft

$352,500

Est. Mortgage $2,445/mo*
Get Pre-Qualified

$352,500

Est. Mortgage $2,445/mo*
Get Pre-Qualified
4 Beds
2 Baths
1,728 sqft

Home Highlights

Parking
Open Parking
Outdoor
Porch
Climate Control
Heating only
Price/Sqft
$204
Listed
1 day ago

Local Information

  • Map ViewExplore the area around 20 Cooley Avenue.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Turnkey investment opportunity! Well-maintained two-family with both units fully rented, providing immediate rental income. Each unit offers 2 bedrooms, separate utilities, natural gas heat, and spacious layouts. Level lot with ample off-street parking in a highly convenient location near Middlesex Hospital, Wesleyan University, downtown Middletown's restaurants and shopping, and major highways including Routes 9, 17, and I-91. A great addition to any investment portfolio!

Open House

Saturday, August 01
1:00 PM to 3:00 PM

Home Details for 20 Cooley Avenue

Interior Features

Interior Details
Basement: Full,Unfinished,Sump PumpNumber of Rooms: 9
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1728 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Water HeaterLaundry: In Basement,In Unit
Heating & Cooling
Heating: Hot Water,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchExterior: SidewalkFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Paved,Off Street,Driveway
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1728 Square Feet

Days on Market

Days on Market: 1

Property Information

Year Built
Year Built: 1924
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Units on different Floors
Building
Construction Materials: Aluminum SidingNot a New Construction
Property Information
Parcel Number: 1012057

Price & Status

Price
List Price: $352,500Price Per Sqft: $204
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: Middletown
School Information
Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Middletown

Agent Information

Listing Agent
Listing ID: 24194795

Building

Building Area
Building Area: 1728 Square Feet

Community

Community Features: Near Public Transport, Medical Facilities, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 10454.4 sqft

Miscellaneous

BasementMls Number: 24194795Attic: Storage, Walk-upAttribution Contact: (203) 605-1644Above Grade Unfinished Area: 1728

Additional Information

Near Public TransportMedical FacilitiesShopping/Mall
Last check for updates: about 4 hours ago
Listing courtesy of Cheri S. Paulsen, (203) 605-1644
Advise Realty Services, (203) 605-1644
Source: Smart MLS, MLS#24194795
Also Listed on Smart MLS.

Market trends in Middletown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$293K
$11.67KMoM
Sale-to-List Price
103.3%
0.9%MoM
Price per sq ft
$236
$1MoM
Available listings
92
8MoM

Price History for 20 Cooley Avenue

DatePriceEventSource
07/30/2026$352,500Listed For SaleSmart MLS #24194795
09/06/2023$282,000Sold
N/A
05/31/2023$282,000Sold
Smart MLS #170565995
05/06/2023$269,900ContingentSmart MLS #170565995
05/01/2023$269,900Listed For SaleSmart MLS #170565995

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Property Tax and Assessment

Year2025
Tax$5,748
Assessment$155,310
Home facts updated by county records

Comparable Sales for 20 Cooley Avenue

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
102 Main St Extension, Middletown, CT
0.08
Multi-Family Home
$405,000
12/18/25
4
2
1,518
20 Maple Street, Middletown, CT
0.30
Multi-Family Home
$185,000
07/16/26
4
2
1,730
74 Mill Street, Middletown, CT
0.18
Multi-Family Home
$330,000
08/12/25
4
2
1,944
5 Maple Place, Middletown, CT
0.24
Multi-Family Home
$245,000
10/03/25
5
2
2,116
156 South Main Street, Middletown, CT
0.24
Multi-Family Home
$388,000
10/31/25
4
2
2,214
40 Maple Place, Middletown, CT
0.22
Multi-Family Home
$300,000
01/14/26
7
2
2,346
31 Burr Avenue, Middletown, CT
0.22
Multi-Family Home
$315,000
07/31/26
2
2
1,470
117-119 South Main Street, Middletown, CT
0.26
Multi-Family Home
$350,000
04/29/26
6
2
2,555
71 East Main Street, Middletown, CT
0.13
Multi-Family Home
$210,000
11/26/25
9
5
3,110

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 20 Cooley Avenue.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Middletown

At least 387 Trulia users voted on each feature.

  • 84 % Say it's dog friendly

  • 82 % Say car is needed

  • 74 % Say parking is easy

  • 73 % Say there's holiday spirit

  • 71 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 62 % Say people would walk alone at night

  • 61 % Say streets are well-lit

  • 61 % Say kids play outside

  • 55 % Say it's quiet

  • 52 % Say it's walkable to restaurants

  • 49 % Say there's wildlife

  • 48 % Say neighbors are friendly

  • 42 % Say they plan to stay for at least 5 years

  • 38 % Say it's walkable to grocery stores

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Amy Gallina
    "I commute three days per week to Hartford and it's about a 25 minute drive both ways"
    0
    Flag
  • Travis Thomas
    "The people are very very nice. I am very comfortable here . Not afraid to leave the front door open or the slider to the deck"
    1
    Flag
  • James.sargeant30
    "My friend lives there she loves it very much good place to live with family everyone works and goes to school"
    0
    Flag
  • Julia Taylor
    "very easy to get to and from work when living in middletown! I work in Cheshire. Just hop onto 691 and in 15 min you’re there. "
    0
    Flag
  • Calm Teacher
    "Good schools for the most part and safe neighborhoods. Students don’t have to wear uniforms. The town has a lot of nice parks. "
    0
    Flag
  • Life Withsymph
    "You get to see the dogs being walked and you can pet them and talk to the owners build bonds , you will be able to see all different types of dogs and mixes "
    0
    Flag
  • Phyloren
    "Watch your children it is not safe. The schools have fights every day. The learning atmosphere is is awful. "
    0
    Flag
  • Kelly Capone
    "I haven’t lived here long and I’m not exactly sure what community events make my neighborhood special. "
    2
    Flag
  • Dlc.marie0816
    "I moved out here in June and I definitely love it.. feels like a nice place for my family, specially my kids"
    0
    Flag
  • Trulia User
    "There are dog parks everywhere, and plenty of places to walk uour dog. Even if you are in an apartment "
    3
    Flag
  • Michael W. W.
    "Wadsworth mansion has many trails. They have several public events in the summer time. There are two other state parks very close that are easily accessible by foot or car. Main Street has many restaurants that offer dine-in, carry out and delivery."
    12
    Flag
  • Joseph V.
    "Middletown is a town that has enjoyable events such as the weekly farmers market the the fall festival and during Christmas time they put up the huge Christmas trees "
    3
    Flag
  • Marquis W. G.
    "My neighborhood is surrounded by semi luxury condos and townhouses full of hard working families. Very family oriented and very peaceful. I love it here!"
    3
    Flag
  • Ishmaila L.
    "Dog owners will like the space made to them to run around and exercise. There are also doggy bags available to help pick up dog waste."
    2
    Flag
  • Marquis W. G.
    "I just moved here recently and I love the community and neighbors. The property is very clean and the neighborhood feels very family oriented "
    0
    Flag
  • Francheska M.
    "Neighbors are very friendly with a really good community sense. Conveniently close to stores and park. "
    0
    Flag
  • Shelby W.
    "The commute downtown on public transportation has changed and not as Easy. Driving downtown is 5-7 minutes. Walking is a half hour. "
    0
    Flag
  • ISA M.
    "School system is awesome in Middletown Ct. You can walk around at night time and still feel safe! I like it that much!"
    0
    Flag
  • Sekernan
    "I drive about 7 or 8 miles to work. Traffic depends on day and time of day. Never too bad. Takes 11-15 minutes to get there. I am able to walk to some stores and laundromats in the area, sidewalks make this safe"
    0
    Flag
  • Richard D.
    "The is a walking/biking trail and a dog park. Nice clean areas safe for walking and locations for waste disposal."
    0
    Flag
  • Christina Y.
    "The schools are awesome for elementary and high school and college.The food here in the restaurants are good too."
    2
    Flag
  • Chelsea C.
    "it’s good but I drive there’s never much traffic which is good and easy to get to work and drive kids to school"
    1
    Flag
  • Michelle E. B.
    "my neighborhood has access to transportation, stores, schools, hospital and is close to downtown. "
    1
    Flag
  • Trevor N.
    "We live near wadsworth mansion so they often have public concerts, vendors, ect. Snow school is right down the road as well. "
    1
    Flag
  • Marisa
    "i think it’s a great place to own a dog .. i have a chocolate lab myself and their are tons of sidewalks and a bike trail as well. everyone’s pretty friendly & clean up after their dogs as well"
    0
    Flag
  • Frankie T.
    "Lots of pups here in Middletown and even some dog-friendly restaurant patios! Our dog loves the walkable North End."
    1
    Flag
  • Molinaronijhana
    "We have bike shows, Christmas carriage rides and a huge tree for Christmas, trick or treating on main st and a wonderful YMCA "
    1
    Flag
  • Shellycato19
    "A lot of dogs living in the area. Not a lot of places to really run, but nice places to take a long and peaceful walk. Unfortunately a lot of owners don’t clean up after their dogs, but it’s starting g to get a little better. Overall a decent place to have pups. "
    1
    Flag
  • Shewarrens
    "It’s a beautiful place to live , It’s a very nice place to grow your kids there’s of restaurant and park and transportation if you don’t drive"
    2
    Flag
  • Asweetrdrm
    "It's a good place to live, low crime rate. Neighbors are friendly. Plenty of kids and close to schools"
    1
    Flag
  • Kurt.r.wentzell
    "There’s not a lot of traffic on my street. A lot of the neighbors have dogs and you always see people walking their dogs on leashes. There’s also a park just down the street."
    1
    Flag
  • Qcockrell
    "more activities for the kids to keep them busy and there need to be more job opportunities for the ones that are looking for a job"
    1
    Flag
  • Lisa C.
    "the neighborhood is a private road with only 1 way in/out. everyone knows everyone. no crime all neighbors have lived here since 1950s and passed houses down through generations. the elementary school is in walking distance safe neighborhood where children could play in the road and not have to worry about traffic"
    2
    Flag
  • Wolver1068.jb
    "We have a great town to raise children in and is rated one of top towns in the United States for raising children. Lots of his Tory in town and the surrounding areas. Great place to have a family vacation!"
    0
    Flag
  • Alnoor R.
    "Decent schools,safe, plenty of kid friendly space. Property taxes are high in CT. Job marked is tepid at best"
    0
    Flag
  • Jagalpure.prafull
    "Nice city and nebourhood. Good parks nearby. very well connected to major highways. Boston and New York are nearest best cities to explore. "
    0
    Flag
  • Brian
    "great central location in CT, close to downtown and highways. quiet neighborhood, but properties very close together"
    0
    Flag
  • Kathy
    "Best restaurant and nightlife scene in the area. outstanding, unique restaurants and small businesses. Plenty of daytime family events on Main street like car shows, bike shows, Christmas tree lighting. Vibrant, diverse community in a college town with a lot of great history that is still celebrated."
    0
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  • Mhasbro13
    "I’ve lived in this community for 4 years. I love the amenities offered to us. My neighbors are very friendly. Most everyone will say hello when they see you, even if they don’t know you. Great place to liven."
    0
    Flag
  • Leonardo V.
    "It is a very safe place to live..also shopping is close. The neighbors are friendly and very courteous.."
    0
    Flag

LGBTQ Local Legal Protections

Cheri S. Paulsen, Advise Realty Services, (203) 605-1644
Agent Phone: (203) 605-1644
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
20 Cooley Avenue, Middletown, CT 06457 is a 4 bedroom, 2 bathroom, 1,728 sqft multi-family built in 1924. This property is currently available for sale and was listed by Smart MLS on Jul 30, 2026. The MLS # for this home is MLS# 24194795.